Parent oxazine made for the first time


After years of trying, scientists have finally isolated 1,4-oxazine.1 Among the many possible 6-membered fully unsaturated parent heterocycles containing one group 15 and one group 16 atom, 1,4-oxazine is the first to be generated and spectroscopically characterised. The closest molecule to be made in the past was a monosubstituted oxazine.2 Now, Alan Aitken and colleagues at the University of St Andrews in the UK have used flash vacuum pyrolysis to remove the N-tert-butoxycarbonyl group from the previous attempt and taken the synthesis all the way to 1,4-oxazine. Unsurprisingly, being a non-aromatic system, 1,4-oxazine is very unstable.

Libraries of small molecules are central to screening processes in biomedical research and this work could aid wider efforts attempting to expand those libraries by developing synthetic routes to nitrogen-containing heterocyclic scaffolds.


Related Content

Pyrolysis touted as billion dollar US industry

13 October 2014 News and Analysis

news image

Rapid deployment of plastics-to-oil could add $9 billion to America’s economy and 40,000 jobs

Perovskites spun out into stable solar cells

10 June 2016 Research

news image

Device beats previous efficiency record of 15.6%, reaching nearly 20%

Most Commented

Sweet tear sensor could ease pain of diabetes

29 June 2016 Research

news image

New non-invasive sensor could check blood glucose levels using tears

The sultan of synthesis

11 April 2014 Feature

news image

Phil Baran is spurring organic chemists to rethink how they make complex compounds, as Mark Peplow discovers